반응 #57233

반응 방정식

4-bromo-2-iodo-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine

3-formylbenzeneboronic acid

sodium bicarbonate

→

title compound

수율 77.0%

4-Bromo-2-(3-formylphenyl)-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine

수율 77.0%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타The reaction was purged with nitrogen
2. 2
   기타capped
3. 3
   온도After cooling to room temperature the reaction
4. 4
   농축was concentrated under vacuum
5. 5
   세척washed with water, brine
6. 6
   건조dried over sodium sulfate
7. 7
   여과filtered
8. 8
   기타evaporated to dryness under vacuum
9. 9
   기타Purification by flash chromatography by silica gel (0-4% ethyl acetate in methylene chloride)

실험 절차

In a sealed pressure tube was added 4-bromo-2-iodo-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine (2.1 mmol; preparation disclosed in WO03/000690A1), 3-formylbenzeneboronic acid (2.1 mmol), N,N-dimethylformamide (15 mL), aqueous saturated sodium bicarbonate (5 mL) and tetrakis(triphenylphosphine)palladium(0) (0.1 mmol). The reaction was purged with nitrogen, capped and stirred at 100° C. for 16 h. After cooling to room temperature the reaction was concentrated under vacuum, taken up in ethyl acetate, washed with water, brine, dried over sodium sulfate, filtered and evaporated to dryness under vacuum. Purification by flash chromatography by silica gel (0-4% ethyl acetate in methylene chloride) gave the title compound as a white solid (77%). ESMS [M+H]+: 441.2

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